Used Toyota Highlander in Chicago, IL

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7,665 new Toyota Highlander listings
2004 Toyota Highlander Limited V6 AWD Review
by jcfreedman

Purchase a two year old used to avoid taxes and depreciation cost - worth the investment

Excellent in areas of reliability - car never failed in 7 years now with 148k. Only one major repair on the engine at about 75k, which Toyota ate more than 25% of the cost. Car is clean, comfortable and well built. I do most of my own repairs, so from the inside out I have found the quality of workmanship and design is impressive for the price ran...

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http://static.cargurus.com/images/forsale/2015/05/05/21/53/2005_toyota_highlander-pic-5839205322213934446-152x114.jpeg

2005 Toyota Highlander Base V6 Used Cars in Chicago, IL 60636

Great Deal
$3,304 BELOW
Instant Market Value of $9,804

Price: $6,500

Mileage: 115,072

Location: Chicago, IL 60636

Average time on market: 14 days Certified Pre-Owned: No Transmission: 4-Speed Automatic Color: Black Description: Used 2005 Toyota Highlander Base V6 for sale - $6,500, 115,072 miles with Steel Wheels
Avg. Dealer Rating: (53 reviews) "#2 will be the same as this rating. total disaster. showed car,nothing like picture shiown, would not give you 300 dollars for these cars, too many rotten things to mention, plus 1-1/2 hrs wait time which was not necessary, different salesman than the one I spoke with, will never visit again ."
http://static.cargurus.com/images/forsale/2014/08/20/14/28/2010_toyota_highlander-pic-6587694426826096369-152x114.jpeg

2010 Toyota Highlander SE 4WD Used Cars in Bensenville, IL 60106

Great Deal
$4,200 BELOW
Instant Market Value of $23,625

Price: $19,425

Mileage: 47,562

Location: Bensenville, IL 60106

Average time on market: 32 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Silver Description: Used 2010 Toyota Highlander SE 4WD for sale - $19,425, 47,562 miles with Leather Seats, Sunroof/Moonroof, Aluminum Wheels
Avg. Dealer Rating: (10 reviews) "Very help and friendly from the start "
http://static.cargurus.com/images/forsale/2015/03/19/17/43/2013_toyota_highlander-pic-761913692979683156-152x114.jpeg

2013 Toyota Highlander SE V6 AWD Used Cars in Chicago, IL 60642

Great Deal
$3,842 BELOW
Instant Market Value of $31,758

Price: $27,916

Mileage: 12,405

Location: Chicago, IL 60642

Average time on market: 24 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: White Description: Used 2013 Toyota Highlander SE V6 AWD for sale - $27,916, 12,405 miles with Bluetooth, Leather Seats, Sunroof/Moonroof, Aluminum Wheels
Avg. Dealer Rating: (15 reviews) "Followup was great "
http://static.cargurus.com/images/forsale/2015/03/22/07/26/2011_toyota_highlander-pic-7509486390786809267-152x114.jpeg

2011 Toyota Highlander Base Used Cars in Chicago, IL 60632

Great Deal
$3,452 BELOW
Instant Market Value of $21,701

Price: $18,249

Mileage: 57,310

Location: Chicago, IL 60632

Average time on market: 39 days Certified Pre-Owned: No Transmission: Automatic Color: Gold Description: Used 2011 Toyota Highlander Base for sale - $18,249, 57,310 miles with Sunroof/Moonroof, Aluminum Wheels
Avg. Dealer Rating: (22 reviews) "Cool"
http://static.cargurus.com/images/forsale/2015/03/22/10/21/2012_toyota_highlander-pic-5299064070081472425-152x114.jpeg

2012 Toyota Highlander Base V6 Used Cars in Matteson, IL 60443

Great Deal
$3,636 BELOW
Instant Market Value of $29,038

Price: $25,402

Mileage: 6,260

Location: Matteson, IL 60443

Certified Pre-Owned: Yes Transmission: 5-Speed Automatic Color: Silver Description: Used 2012 Toyota Highlander Base V6 for sale - $25,402, 6,260 miles with Tow Package, Aluminum Wheels
Avg. Dealer Rating: (6 reviews) "pushy, pushy, pushy. typical car sales. they almost chained my down untill I bought. "
http://static.cargurus.com/images/forsale/2015/04/02/12/57/2011_toyota_highlander-pic-8844840567887811597-152x114.jpeg

2011 Toyota Highlander SE Used Cars in Chicago, IL 60642

Great Deal
$3,968 BELOW
Instant Market Value of $24,960

Price: $20,992

Mileage: 36,827

Location: Chicago, IL 60642

Average time on market: 21 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Color: Gray Description: Used 2011 Toyota Highlander SE for sale - $20,992, 36,827 miles with Bluetooth, Leather Seats, Sunroof/Moonroof, Aluminum Wheels
Avg. Dealer Rating: (15 reviews) "You can tell they arent really worried about the customer just about their money , they tried switching up the down payment and monthly payment a couple of times by the end i would of been payin more than 20000 for a 13000 car ."
http://static.cargurus.com/images/forsale/2015/03/31/20/15/2011_toyota_highlander-pic-6264655214814934764-152x114.jpeg

2011 Toyota Highlander Base V6 Used Cars in Naperville, IL 60540

Great Deal
$2,776 BELOW
Instant Market Value of $19,251

Price: $16,475

Mileage: 99,444

Location: Naperville, IL 60540

Average time on market: 39 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Overdrive Color: Classic Silver Metallic Description: Used 2011 Toyota Highlander Base V6 for sale - $16,475, 99,444 miles with Tow Package, Alloy Wheels
Avg. Dealer Rating: (25 reviews) "This is not a "new car" it has almost 5500 miles on it. That is 1/3 of the miles an average driver puts on per year. I have bought 1 of the 18 cars I have owned from a car dealer because car dealers are crooked. Do your research & buy from a private seller. I even work the car industry as a vendor & they still play the same games with me. Total waste of my time."
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2013 Toyota Highlander Used Cars in East Dundee, IL 60118

Great Deal
$3,902 BELOW
Instant Market Value of $29,793

Price: $25,891

Mileage: 22,746

Location: East Dundee, IL 60118

Average time on market: 26 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Magnetic Gray Metallic Description: Used 2013 Toyota Highlander for sale - $25,891, 22,746 miles
Avg. Dealer Rating: (6 reviews) "I wasn't able to send an email to them by the site. I'm pretty sure this car is already sold."
http://static.cargurus.com/images/forsale/2015/03/25/22/22/2013_toyota_highlander-pic-2369511111162814896-152x114.jpeg

2013 Toyota Highlander Used Cars in Waukegan, IL 60085

Great Deal
$3,891 BELOW
Instant Market Value of $28,640

Price: $24,749

Mileage: 39,685

Location: Waukegan, IL 60085

Average time on market: 26 days Certified Pre-Owned: Yes Transmission: 5-Speed Automatic Color: Silver Description: Used 2013 Toyota Highlander for sale - $24,749, 39,685 miles with Bluetooth, Aluminum Wheels
Avg. Dealer Rating: (2 reviews) "Pleasantly aggressive and friendly, my second choice"
http://static.cargurus.com/images/forsale/2015/04/29/07/23/2011_toyota_highlander-pic-8318029365266458438-152x114.jpeg

2011 Toyota Highlander Base V6 Used Cars in Barrington, IL 60010

Great Deal
$2,552 BELOW
Instant Market Value of $23,247

Price: $20,695

Mileage: 53,732

Location: Barrington, IL 60010

Average time on market: 39 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Magnetic Gray Metallic Description: Used 2011 Toyota Highlander Base V6 for sale - $20,695, 53,732 miles with Aluminum Wheels
Avg. Dealer Rating: (11 reviews) "returned my call, but I didn't buy the car."
http://static.cargurus.com/images/forsale/2015/04/26/09/21/2010_toyota_highlander-pic-5859365147323129059-152x114.jpeg

2010 Toyota Highlander Limited 4WD Used Cars in Northbrook, IL 60062

Great Deal
$3,128 BELOW
Instant Market Value of $29,118

Price: $25,990

Mileage: 36,153

Location: Northbrook, IL 60062

Average time on market: 46 days Certified Pre-Owned: Yes Transmission: Automatic Color: Classic Silver Metallic Description: Used 2010 Toyota Highlander Limited 4WD for sale - $25,990, 36,153 miles with Value Package, Bluetooth, Sunroof/Moonroof, Extra Value Package, Tow Package
http://static.cargurus.com/images/forsale/2015/04/28/10/36/2012_toyota_highlander-pic-3160218312520848490-152x114.jpeg

2012 Toyota Highlander SE AWD Used Cars in Palatine, IL 60074

Great Deal
$2,564 BELOW
Instant Market Value of $27,514

Price: $24,950

Mileage: 38,142

Location: Palatine, IL 60074

Average time on market: 24 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Black Description: Used 2012 Toyota Highlander SE AWD for sale - $24,950, 38,142 miles with Bluetooth, Leather Seats, Sunroof/Moonroof, Aluminum Wheels
Avg. Dealer Rating: (16 reviews) "They really didn't want to sell me an "internet" car because they said they don't make money on them."
http://static.cargurus.com/images/forsale/2015/03/22/10/20/2012_toyota_highlander-pic-1526695263668120985-152x114.jpeg

2012 Toyota Highlander Limited AWD Used Cars in Matteson, IL 60443

Great Deal
$2,918 BELOW
Instant Market Value of $32,430

Price: $29,512

Mileage: 27,269

Location: Matteson, IL 60443

Average time on market: 30 days Certified Pre-Owned: Yes Transmission: 5-Speed Automatic Color: Silver Description: Used 2012 Toyota Highlander Limited AWD for sale - $29,512, 27,269 miles with Bluetooth, Leather Seats, Sunroof/Moonroof, Aluminum Wheels, Tow Package
Avg. Dealer Rating: (6 reviews) "after confirming the vehicles availability we showed up to test drive and the vehicle was not available."
http://static.cargurus.com/images/forsale/2015/04/29/17/44/2013_toyota_highlander-pic-3954739996844888689-152x114.jpeg

2013 Toyota Highlander Used Cars in Naperville, IL 60563

Great Deal
$3,581 BELOW
Instant Market Value of $29,579

Price: $25,998

Mileage: 24,862

Location: Naperville, IL 60563

Average time on market: 26 days Certified Pre-Owned: No Transmission: Automatic Color: Purple Description: Used 2013 Toyota Highlander for sale - $25,998, 24,862 miles
Avg. Dealer Rating: (7 reviews) "Good guys to deal with... pretty good deal, very happy with outcome"
http://static.cargurus.com/images/forsale/2015/04/19/04/55/2003_toyota_highlander-pic-1870552611876092150-152x114.jpeg

2003 Toyota Highlander Base Used Cars in Kenosha, WI 53140

Great Deal
$1,888 BELOW
Instant Market Value of $7,838

Price: $5,950

Mileage: 135,000

Location: Kenosha, WI 53140

Certified Pre-Owned: No Transmission: 4-Speed Automatic Color: Gold Description: Used 2003 Toyota Highlander Base for sale - $5,950, 135,000 miles with Alloy Wheels
Avg. Dealer Rating: (3 reviews) "Went to look at three different vehicles at this place. I was looking at the jeep liberty they had. Side swiped down whole passenger side. When you let go of the steering wheel the whole wheel went back and forth. No heat at all and its winter out. The ad said inspected and ready to go bla bla. I then asked about the rav4 they had. Salesman says yeah we still got it. Get back to the lot and he cant find it and says oh its getting a new battery.. The third vehicle was a trailblazer and the salesman goes in to get the keys and rear driver side tire flat. So he says theres another trailblazer and same problem another flat tire.. At this point i just left. Bad experience"
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Used Toyota Highlander By Year

Vehicle Deals Starting Price Total Available
2015 Toyota Highlander 13 Great Deals $28,481 7,762 listings
2014 Toyota Highlander 27 Great Deals $25,995 402 listings
2013 Toyota Highlander 128 Great Deals $18,500 1,638 listings
2012 Toyota Highlander 118 Great Deals $17,990 2,273 listings
2011 Toyota Highlander 38 Great Deals $16,475 734 listings
2010 Toyota Highlander 28 Great Deals $12,993 565 listings
2009 Toyota Highlander 17 Great Deals $12,995 335 listings

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New Toyota Highlander By Year

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Used Toyota Highlander By City

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11 Great Deals out of 478 listings starting at $4,995
Toyota Highlander in Madison WI
4 Great Deals out of 180 listings starting at $5,989
Toyota Highlander in Grand Rapids MI
5 Great Deals out of 74 listings starting at $4,793
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33 listings starting at $5,595
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7 Great Deals out of 189 listings starting at $5,800
Toyota Highlander in Springfield IL
18 Great Deals out of 797 listings starting at $5,995
Toyota Highlander in Green Bay WI
100 listings starting at $4,999
Toyota Highlander in Cedar Rapids IA
3 Great Deals out of 154 listings starting at $4,495
Toyota Highlander in Toledo OH
105 listings starting at $5,495
Toyota Highlander in Saginaw MI
59 listings starting at $4,793
Toyota Highlander in Dayton OH
12 Great Deals out of 306 listings starting at $5,900
Toyota Highlander in Detroit MI
96 listings starting at $5,495
Toyota Highlander in Cincinnati OH
10 Great Deals out of 246 listings starting at $5,900
Toyota Highlander in Saint Louis MO
3 Great Deals out of 178 listings starting at $6,990